CN112955010A - Microcapsule composition, method for producing same, pesticide preparation containing microcapsule composition, and method for controlling weeds - Google Patents

Abstract

The present invention provides a microcapsule composition capable of reducing or preventing phytotoxicity of sulfonepyrazoxazole to useful plants and a method for producing the same, a pesticide preparation containing the microcapsule composition, and a method for controlling weeds. The present invention relates to a microcapsule composition in which a sulfone pyraflufen-ethyl and a polyester block copolymer are enclosed, a pesticide preparation containing the microcapsule composition, and a weed control method. Further, the present invention relates to a method for producing a microcapsule composition, comprising: an emulsifying and dispersing step in which crystals of the sulfuryl pyraoxystrobin, the polyester block copolymer, the isocyanate, the oily phase and the aqueous phase are stirred at a high speed of 10000 to 50000mm/s, and the oily phase is emulsified and dispersed in the aqueous phase to form emulsified particles of the oily phase; and a film forming step of forming a film on at least the surface of the emulsified particles of the oily phase formed in the emulsification dispersion step.

Description

Microcapsule composition, method for producing same, pesticide preparation containing microcapsule composition, and method for controlling weeds

Technical Field

The present invention relates to a microcapsule composition, a method for producing the same, a pesticide preparation containing the microcapsule composition, and a method for controlling weeds. More particularly, the present invention relates to a microcapsule composition capable of reducing or preventing phytotoxicity of sulfonepyrazoxazole to useful plants, a method for producing the same, a pesticide preparation containing the microcapsule composition, and a method for controlling weeds.

Background

Examples of the sulfonepyrazazole include gramineae weeds such as wild barnyard grass, tana, green bristlegrass, blue grass, carex, alopecurus, Lolium multiflorum (Italian ryegrass), Lolium rigidum Gaud, wild oats, converter, and wild oats; polygonum flaccidum, amaranthus viridissimum, Chenopodium quinoa, Stellaria media, Abutilon, Cnaphalocrocus, Colorado blumea, Ambrosia artemisiifolia, Pharbitidis, Larrea sinensis, Arabian speedwell, Hedera veronica, Gelidium japonicum, Viola and other broad-leaved weeds, Cyperus rotundus, Cyperus esculenta, Cyperus rotundus, Centipedes spinifera, Cyperus formosanus, Cyperus rotundus and other perennial and 1-year-old Cyperaceae weeds show higher herbicidal effects and have a wide herbicidal spectrum.

On the other hand, in the use of conventional herbicides containing xaflufen, it is known that various factors such as weather conditions such as temperature, wind, and sunlight, soil conditions such as soil properties and soil organic matter content, shallow transplanting depth, cultivation control conditions such as deep water control, and chemical application conditions such as uneven distribution and excessive distribution of the herbicide may cause phytotoxicity to useful plants. In the case of the xaflufen, the use thereof may be limited because it may cause phytotoxicity to fruit trees, vegetables, flowers, trees, and useful plants such as wheat, barley, rye, corn, sorghum, soybean, rapeseed, safflower, sunflower, flax, groundnut, sesame, arrowroot, sweet potato, onion, garlic, beet, cotton, mint, and zoysia.

On the other hand, a technique of microencapsulating an agricultural chemical active ingredient is known, and for example, non-patent document 1 discloses: microcapsules containing various useful compounds as active ingredients of agricultural chemicals and having various substances as wall materials, and a process for producing the microcapsules.

However, in the past, in microcapsule preparations, since it was necessary to elute the pesticidal active ingredient through water in the field, microencapsulation of the pesticidal active ingredient was a useful technique in an environment such as a paddy field where water is abundantly present. Therefore, microencapsulation of an agricultural chemical active ingredient has been difficult to apply to fields such as dry lands where water is scarce. In addition, microencapsulation methods that can further reduce phytotoxicity are needed.

Documents of the prior art

Non-patent document

Non-patent document 1: "development and application of micron/nano-sized capsules/microparticles" by Mitsushi et al, published by CMC, 8/31/2003, and published in full

Disclosure of Invention

Technical problem to be solved by the invention

The present invention aims to provide a microcapsule composition capable of reducing or preventing phytotoxicity of sulfonepyrazoxazole on useful plants, a method for producing the same, a pesticide preparation containing the microcapsule composition, and a method for preventing weeds.

Means for solving the problems

As a result of intensive studies to solve the problems, the present inventors have found that the problems can be solved by using a polyester block copolymer, and have completed the present invention.

That is, the present invention relates to the following.

(1) A microcapsule composition in which a sulfone pyraclonil and a polyester block copolymer are encapsulated.

(2) The microcapsule composition according to the above (1), wherein the sulfonepyrazoxazole and the polyester block copolymer are enclosed in a film made of polyurea and/or polyurethane.

(3) The microcapsule composition according to the item (2), wherein the isocyanate forming the polyurea and/or polyurethane is an aromatic isocyanate.

(4) The microcapsule composition according to any one of (1) to (3) above, wherein crystal grains of the sulfonepyrazoxazole are not exposed on the surface.

(5) The microcapsule composition according to any one of (1) to (4) above, wherein the volume average particle diameter is 5 to 100 μm.

(6) The microcapsule composition according to any one of (1) to (5) above, which is obtained by stirring the crystal grains of the sulfoxaflor, the oil phase, the polyester block copolymer, the isocyanate, and the aqueous phase.

(7) The microcapsule composition according to (6), wherein the crystal grains of the sulfoxaflor have a volume average particle diameter of 2 to 50 μm.

(8) The microcapsule composition according to (6) or (7) above, which is obtained by stirring a mixed solution of the oil phase and the polyester block copolymer, the crystal grains of the sulfoxaflor, the isocyanate, and the aqueous phase.

(9) The microcapsule composition according to any one of (6) to (8) above, wherein the oily phase is an organic solvent.

(10) The microcapsule composition according to any one of (6) to (9) above, wherein a mixed solution of the oil phase and the polyester block copolymer has a viscosity of 10 to 500 mPas at 20 ℃.

(11) The microcapsule composition of any one of (6) to (10) above, wherein the aqueous phase further comprises a water-soluble active hydrogen-containing compound.

(12) The microcapsule composition according to (11) above, wherein the water-soluble active hydrogen-containing compound is at least one compound selected from the group consisting of a polyol and a polyamine.

(13) The microcapsule composition of any one of (6) to (12) above, wherein the aqueous phase further comprises an emulsifier.

(14) The microcapsule composition according to (13) above, wherein the emulsifier is polyvinyl alcohol.

(15) The microcapsule composition according to any one of (11) to (14), wherein the total amount of the isocyanate and the water-soluble active hydrogen-containing compound is 1 to 10 parts by mass based on 1 part by mass of the crystal grains of the sulfonepyrazoxazole.

(16) The microcapsule composition according to any one of (6) to (15) above, wherein the stirring is performed at a peripheral speed of 10000 to 50000 mm/s.

(17) The microcapsule composition according to any one of (1) to (16) above, which is used for soil treatment or foliage treatment.

(18) A pesticidal preparation comprising the microcapsule composition according to any one of (1) to (17) above.

(19) The pesticidal preparation of (18) above, which is in the form of a powder, granule, hydrated agent, granulated hydrated agent, aqueous suspension or oily suspension.

(20) The pesticidal formulation according to (18) or (19) above, which does not contain a phytotoxicity reducing agent.

(21) A method for producing a microcapsule composition in which sulfonepyrazoxazole is encapsulated, the method comprising: an emulsifying and dispersing step in which crystals of the sulfuryl pyraoxystrobin, the polyester block copolymer, the isocyanate, the oily phase and the aqueous phase are stirred at a high speed of 10000 to 50000mm/s, and the oily phase is emulsified and dispersed in the aqueous phase to form emulsified particles of the oily phase; and a film forming step of forming a film on at least the surface of the emulsified particles of the oily phase formed in the emulsification dispersion step.

(22) The method for producing a microcapsule composition according to (21) above, which comprises: a step of mixing the polyester block copolymer and the oily phase before the emulsification and dispersion step.

(23) The method for producing a microcapsule composition according to (21) or (22), wherein in the film-forming step, the isocyanate is reacted with at least one of water and a water-soluble active hydrogen-containing compound in the aqueous phase, thereby forming a film made of polyurethane or polyurea on at least the surface of the emulsified particles of the oily phase formed in the emulsification and dispersion step.

(24) The method for producing a microcapsule composition according to any one of (21) to (23), wherein the microcapsule composition has a volume average particle diameter of 5 to 100 μm.

(25) The method for producing a microcapsule composition according to any one of (21) to (24), wherein the crystal grains of the sulfoxaflor have a volume average particle diameter of 2 to 50 μm.

(26) The method for producing a microcapsule composition according to any one of (21) to (25), wherein the viscosity of the oil phase formed in the emulsifying and dispersing step at 20 ℃ is 10 to 500 mPas.

(27) A method for controlling weeds, wherein a useful plant is cultivated in an agricultural land, which comprises treating the agricultural land with the microcapsule composition according to any one of (1) to (17) above or the agricultural chemical preparation according to any one of (18) to (20) above.

(28) The method for controlling weeds of (27) above, wherein the useful plant is soybean or cotton.

(29) The method of controlling weeds of (27) or (28) above, wherein the agricultural land is a dry land.

(30) The method for controlling weeds recited in any one of (27) to (29) above, wherein the treatment is soil treatment or foliage treatment.

ADVANTAGEOUS EFFECTS OF INVENTION

According to the present invention, there can be provided: a microcapsule composition capable of reducing or preventing phytotoxicity of sulfonepyrazoxazole on useful plants, a method for producing the same, a pesticide preparation containing the microcapsule composition, and a method for preventing weeds.

Detailed description of the invention

The microcapsule composition of the present invention is important to enclose the sulfonepyrazoxazole and the polyester block copolymer.

The sulfonepyrazoxazole used in the microcapsule composition of the present invention is a known herbicide, and sulfonepyrazoxazole having a volume average particle diameter of crystal grains of 2 to 50 μm, preferably 2 to 30 μm can be used. The volume average particle diameter of the crystal grains of the sulfoxaflor is more preferably 2 to 20 μm, and particularly preferably 2 to 10 μm, from the viewpoint of ensuring the quality of the obtained microcapsule composition. The content of the sulfonepyrazoxazole in the microcapsule composition is not particularly limited, and is preferably within a range of 5 to 30 mass%, more preferably 10 to 30 mass%, and still more preferably 10 to 20 mass%.

The polyester block copolymer usable in the present invention may be a commercially available product, for example, ATLOX RHEOSTRIX 100-PW (MV) manufactured by CRODA corporation may be used. The content of the polyester block copolymer in the microcapsule composition is not particularly limited, but is preferably in the range of 0.05 to 0.3% by mass, more preferably 0.1 to 0.3% by mass, and still more preferably 0.1 to 0.2% by mass.

The above-mentioned sulfonepyrazoxazole and the above-mentioned polyester block copolymer are preferably enclosed in a film made of polyurea and/or polyurethane. Such a film of polyurea and/or polyurethane can be formed, for example, by a method for producing microcapsules described later. In the film formation, for example, an oil phase, isocyanate, and an aqueous phase may be used as raw materials, and may remain in the obtained microcapsule composition.

As the isocyanate forming the polyurea and/or polyurethane, a hydrophobic isocyanate is preferable. Specific examples of the isocyanate include aliphatic or aromatic isocyanates, and aromatic isocyanates are preferable. Further, the isocyanate is preferably a polyisocyanate having 2 or more functions. Specific examples of the isocyanate usable in the present invention include, for example: an oligomer such as a monomer of an aliphatic diisocyanate such as hexamethylene diisocyanate or a dimer or trimer thereof, an oligomer such as a monomer of an aromatic diisocyanate such as toluene diisocyanate or diphenylmethane diisocyanate or a dimer or trimer thereof, or the like, or the following formula (I)

(in the formula, n is an integer of 1 or more)

Polymethylene polyphenyl polyisocyanates are shown. These may be used alone in 1 kind or in combination of 2 or more kinds.

The volume average particle diameter (volume median particle diameter) of the microcapsule composition of the present invention can be suitably selected. The volume average particle diameter is usually 5 to 100 μm, preferably 5 to 50 μm, and more preferably 5 to 30 μm.

The microcapsule composition of the present invention is preferably sealed so that crystal grains of xaflufen are not exposed on the surface of the composition.

The microcapsule composition of the present invention can be obtained by emulsion polymerization of the respective components, and for example, can be obtained by stirring the crystal grains of the sulfoxaflor, the oil phase, the polyester block copolymer, the isocyanate, and the aqueous phase.

The order of mixing the components is not particularly limited, and from the viewpoint of obtaining a more excellent phytotoxicity reducing effect, it is preferable to mix the oil phase and the polyester block copolymer in advance to prepare a mixed solution.

The viscosity of the mixture of the oil phase and the polyester block copolymer at 20 ℃ is preferably 10 to 500 mPas, more preferably 20 to 400 mPas, and even more preferably 30 to 300 mPas. In the present invention, the viscosity was measured using a B-type viscometer (manufactured by eastern mechanical industries, Ltd.), and as the measurement conditions, a rotor No.2 was used, the rotation speed was 30rpm, and the measurement temperature was 20 ℃.

The microcapsule composition of the present invention is preferably obtained by stirring a mixed solution of the oil phase and the polyester block copolymer, the crystal grains of the xaflufen, the isocyanate, and the aqueous phase. In view of physicochemical properties such as drapability and dispersibility, the stirring is performed at a peripheral speed of 10000 to 50000mm/s, preferably 10000 to 30000mm/s, more preferably 15000 to 30000 mm/s. Here, in the present invention, the peripheral speed is a peripheral speed at the outermost periphery of the rotating blade of the agitator.

The method for producing the microcapsule composition of the present invention is described in detail below. A method for producing a microcapsule composition in which sulfonepyrazoxazole is encapsulated, the method comprising: an emulsifying and dispersing step in which crystals of the sulfuryl pyraoxystrobin, the polyester block copolymer, the isocyanate, the oily phase and the aqueous phase are stirred at a high speed of 10000 to 50000mm/s, and the oily phase is emulsified and dispersed in the aqueous phase to form emulsified particles of the oily phase; and a film forming step of forming a film on at least the surface of the emulsified particles of the oily phase formed in the emulsification dispersion step.

(emulsification Dispersion step)

The emulsifying and dispersing step in the method for producing a microcapsule composition of the present invention is: and a step of forming emulsified particles of an oily phase by emulsifying and dispersing the oily phase in an aqueous phase by stirring the crystals of the sulfuryl pyraoxystrobin, the polyester block copolymer, the isocyanate, the oily phase and the aqueous phase at a high speed of 10000 to 50000 mm/s. The circumferential velocity is more preferably in the range of 10000 to 30000mm/s, particularly preferably in the range of 15000 to 30000mm/s, from the viewpoint of biological effects such as herbicidal effects and phytotoxicity reducing effects. The high-speed stirring in such a range may be carried out until emulsified particles of the oil phase are formed, and the high-speed stirring time is usually 5 to 60 minutes, preferably 5 to 30 minutes, and more preferably 10 to 30 minutes.

In the emulsification and dispersion step, it is important to stir the crystal grains of the xaflufen, the polyester block copolymer, the isocyanate, the oil phase and the aqueous phase at a high speed in the above-mentioned peripheral speed range, and the mixing order of the respective components is not particularly limited, and from the viewpoint of obtaining a more excellent phytotoxicity reducing effect, a step of mixing the polyester block copolymer and the oil phase may be provided before the emulsification and dispersion step, and the polyester block copolymer may be added to the oil phase in advance. The reason for this is considered to be: by mixing the polyester block copolymer and the oily phase in advance, the viscosity of the oily phase is increased, and the difference in viscosity between the oily phase and the aqueous phase can be utilized to encapsulate the sulfoxaflor in a microcapsule efficiently.

Specific examples of the method for mixing the components include: a method in which a crystalline sulfonepyrazoxazole is added to a mixed solution of an oil phase and a polyester block copolymer, an isocyanate is further added to dissolve or disperse the resulting mixture, and then an aqueous phase is added and mixed.

Further, there may be mentioned: a method in which isocyanate is dissolved or dispersed in a mixed solution of an oily phase and a polyester block copolymer, and then an aqueous phase is added, and further, a crystalline sulfonepyrazoxazole is added and mixed; a method in which isocyanate is dissolved or dispersed in a mixed solution of an oil phase and a polyester block copolymer, and then a crystalline sulfonepyrazoxazole is added, and an aqueous phase is further added and mixed.

The polyester block copolymer can be uniformly dispersed in the oil phase by the high-speed stirring, and when the polyester block copolymer is added to the oil phase in advance, a mixed solution is obtained by heating at a temperature not lower than the dissolution temperature of the polyester copolymer, for example, not lower than 80 ℃.

In these mixing methods, the components may be dissolved, dispersed or mixed by stirring. The stirring speed is not particularly limited, and is 4000 to 30000mm/s, preferably 6000 to 30000mm/s, and more preferably 9000 to 30000mm/s in consideration of the biological effects such as the herbicidal effect and the phytotoxicity reducing effect.

More specifically, after adding the polyester block copolymer to an oil phase, for example, an organic solvent and heating to obtain a mixed solution, in the emulsification and dispersion step, adding the sulfonepyrazoxazole in a crystalline state to the mixed solution at normal temperature and stirring at a peripheral speed of 4000 to 30000mm/s, preferably 6000 to 10000mm/s, and further adding the isocyanate, preferably 4000 to 30000mm/s, more preferably 6000 to 10000mm/s, to dissolve or disperse the sulfonepyrazoxazole, adding the aqueous phase and mixing, and emulsifying and dispersing the oil phase in the aqueous phase by stirring at a peripheral speed of 10000 to 50000mm/s, preferably 10000 to 30000mm/s, more preferably 15000 to 30000mm/s to form emulsified particles of the oil phase.

As another method, after adding the polyester block copolymer to an oily phase such as an organic solvent and heating to obtain a mixed solution, in an emulsification and dispersion step, stirring the mixed solution at a peripheral speed of preferably 4000 to 30000mm/s, more preferably 6000 to 10000mm/s to dissolve or disperse the isocyanate, adding an aqueous phase, stirring the mixed solution at a peripheral speed of preferably 10000 to 50000mm/s, more preferably 10000 to 30000mm/s, further preferably 15000 to 30000mm/s, further adding the crystalline pyraflufen, mixing the resulting mixture, and emulsifying and dispersing the oily phase in the aqueous phase by stirring the resulting mixture at a high speed of 10000 to 50000mm/s, preferably 10000 to 30000mm/s, more preferably 15000 to 30000mm/s to form emulsified particles of the oily phase.

As another method, after adding the polyester block copolymer to an oily phase, for example, an organic solvent and heating to obtain a mixed solution, in the emulsification dispersion step, the isocyanate is preferably dissolved or dispersed in the mixed solution while stirring at a peripheral speed of 4000 to 30000mm/s, more preferably 6000 to 10000mm/s, and then the crystalline xaflufen is added and mixed, preferably 10000 to 50000mm/s, more preferably 10000 to 30000mm/s, and still more preferably 15000 to 30000mm/s, and the aqueous phase is added and mixed, and the oily phase is emulsified and dispersed in the aqueous phase by stirring at a high speed of 10000 to 50000mm/s, preferably 10000 to 30000mm/s, and still more preferably 15000 to 30000mm/s, to form emulsified particles of the oily phase.

In the step of adding the polyester block copolymer to the oil-based phase and heating to obtain a mixed solution, the heating temperature is preferably not lower than the dissolution temperature of the polyester block copolymer, for example, not lower than 80 ℃.

The viscosity of the mixture of the oil phase and the polyester block copolymer at 20 ℃ is preferably 10 to 500 mPas, more preferably 20 to 400 mPas, and even more preferably 30 to 300 mPas.

The oily phase used in the method for producing the microcapsule composition of the present invention is not particularly limited as long as it can dissolve and disperse the polyester block copolymer, the xaflufen and the isocyanate, and an organic solvent which can be used in a conventional microencapsulation method can be used, and a hydrophobic organic solvent is preferably used. The viscosity of the oily phase at 20 ℃ is preferably 10 to 500 mPas, more preferably 20 to 400 mPas, and still more preferably about 30 to 300 mPas, but there is no problem even when an organic solvent having a viscosity of less than 10 mPas is used alone, on the premise that the viscosity is increased by the mixing of the polyester block copolymer.

Specific examples of such an organic solvent include: ethers such as diethyl ether, ethylene glycol monoethyl ether, dipropyl ether and dibutyl ether, aliphatic hydrocarbons such as n-alkane, cycloalkane, isoparaffin, kerosene and mineral oil, aromatic hydrocarbons such as benzene, toluene, xylene, solvent naphtha, alkylnaphthalene and phenylxylylethane, halogenated hydrocarbons such as methylene chloride, chloroform and carbon tetrachloride, esters such as ethyl acetate, diisopropyl phthalate, dibutyl phthalate, dioctyl phthalate, dimethyl adipate, diisobutyl adipate and diisodecyl adipate, vegetable oils such as soybean oil, Rapeseed oil (Rapeseed oil), cottonseed oil and castor oil, etc., and particularly aromatic hydrocarbons are preferable, and phenylxylylethane is preferable.

The oil phase may further contain additives that can be used in a conventional microencapsulation method. However, the additive is preferably selected so that the viscosity of the oily phase after addition of the polyester block copolymer at 20 ℃ is preferably 10 to 500 mPas, more preferably 20 to 400 mPas, and still more preferably 30 to 300 mPas.

The aqueous phase used in the method for producing a microcapsule composition of the present invention contains water as an essential component, and may further contain an emulsifier. The emulsifier is not limited as long as it does not aggregate in the film forming step, and examples thereof include polyacrylic acid or a water-soluble salt thereof, polyethylene glycol, polyvinylpyrrolidone, polyvinyl alcohol, and the like, and polyvinyl alcohol is preferable. The emulsifier may be added in the emulsification dispersion step, and is desirably dissolved in the aqueous phase in advance. Alternatively, the emulsifier may be used in the form of an aqueous solution obtained by dissolving in water. The concentration of the emulsifier in the aqueous solution is not particularly limited, and is usually selected from the range of 0.5 to 5 mass%.

In the film-forming step, it is preferable to mix 1 to 30 mass% of the sulfonepyrazoxazole, 1 to 30 mass% of the oil phase, and 0.01 to 1.0 mass% of the polyester block copolymer with respect to the total amount of the raw materials of the microcapsule composition. The amount of the polyester block copolymer to be blended is more preferably 0.01 to 0.60% by mass, and still more preferably 0.01 to 0.30% by mass, based on the total amount of the raw materials of the microcapsule composition. Further, the amount of the polyester block copolymer to be mixed may be suitably adjusted so as to be 0.001 to 0.1 part by mass, preferably 0.005 to 0.05 part by mass, and more preferably 0.005 to 0.03 part by mass, relative to 1 part by mass of the oil phase.

(film Forming Process)

The film forming step in the method for producing a microcapsule composition of the present invention is: and a step of forming a film on at least the surface of the emulsified particles of the oily phase formed in the emulsification dispersion step.

The film formation can be carried out by the film formation method in the usual method for producing a microcapsule composition, and the water in the aqueous phase may be reacted with the isocyanate at the liquid-liquid interface between the emulsified particles of the oily phase and the aqueous phase formed in the emulsification and dispersion step, or the water-soluble active hydrogen-containing compound may be further added to the aqueous phase to be reacted with the isocyanate. In the film forming step, the isocyanate is reacted with at least one of water and a water-soluble active hydrogen-containing compound in the aqueous phase, thereby forming a polyurethane or polyurea film on at least the surface of the emulsified particles of the oily phase formed in the emulsification and dispersion step.

The reaction conditions for the film formation depend on the isocyanate, the water-soluble active hydrogen compound, the emulsifier and the organic solvent selected, and are carried out, for example, at room temperature or by heating to a temperature of 50 to 100 ℃, preferably 50 to 80 ℃, while stirring for 10 minutes to 6 hours, preferably 1 to 4 hours. The stirring may be carried out at a peripheral speed of about 300 to 6000mm/s, preferably 300 to 5000mm/s, and more preferably 300 to 4000 mm/s.

The aqueous phase that can be used in the method for producing a microcapsule composition of the present invention may further contain a water-soluble active hydrogen-containing compound. The water-soluble active hydrogen-containing compound which can be contained in the aqueous phase contributes to crosslinking of the isocyanate in the film-forming step, and examples thereof include polyols, polyamines and the like. However, the polyol which functions as an emulsifier is not included. Specific examples of the polyol include a diol compound and glycerol, and specific examples of the polyamine include ethylenediamine, dimethylenetriamine, trimethylenetetramine and hexamethylenediamine. From the viewpoint of the elution property of the sulfuryl pyraoxystrobin, a polyhydric alcohol is preferable, and a glycol compound having a polyoxyethylene group and/or a polyoxypropylene group is particularly preferable. Specific examples of the diol compound having a polyoxyethylene group and/or a polyoxypropylene group include polyoxypropylene polyol, polyoxyethylene polyoxypropylene block polymer (polyoxyethylene polyoxypropylene glycol), and the like, and polyoxyethylene polyoxypropylene block polymer is particularly preferable. These water-soluble active hydrogen-containing compounds may be used alone or in combination of 2 or more.

The water-soluble active hydrogen-containing compound may be added in any stage of the emulsification dispersion step and the film formation step, and the polyhydric alcohol, particularly the glycol compound having a polyoxyethylene group and/or a polyoxypropylene group, is preferably added in the film formation step.

The use ratio of the isocyanate to the water-soluble active hydrogen-containing compound and the emulsifier to be used in the oily phase to be a reaction body is stoichiometrically determined based on the reaction formula for producing the polyurethane or polyurea, respectively.

The amount of the isocyanate to be mixed is preferably 1 to 10 parts by mass, more preferably 1 to 5 parts by mass, and still more preferably 1 to 3 parts by mass based on 1 part by mass of the crystal grains of the sulfuryl pyraflufen. Further, the total amount of the isocyanate and the water-soluble active hydrogen-containing compound may be suitably adjusted so as to be 1 to 10 parts by mass, preferably 1 to 7 parts by mass, and more preferably 2 to 5 parts by mass, relative to 1 part by mass of the crystal grains of the sulfuryl pyraflufen.

In the method for producing the microcapsule composition of the present invention, if desired, the microcapsule composition may be produced in the presence of an antifoaming agent such as a sorbitan fatty acid ester, a sucrose fatty acid ester, a polyoxyethylene resin acid ester, a polyoxyethylene alkyl ether, a polyoxyethylene alkylphenyl ether, an alkylpolyoxyethylene polypropylene block copolymer ether, a polyoxyalkylene styrylphenyl ether, a polyoxyethylene castor oil, a nonionic surfactant such as a polyoxyethylene hydrogenated castor oil, an alkyl sulfate, an alkylbenzene sulfonate, a lignosulfonate, an alkylsulfosuccinate, a naphthalenesulfonate, an alkylnaphthalenesulfonate, a salt of a formalin condensate of naphthalenesulfonic acid, a salt of a formalin condensate of alkylnaphthalenesulfonic acid, or a polyalkylsiloxane, or a higher fatty acid salt. These additives may be contained in the oil phase or the aqueous phase in advance, or may be added to the oil phase or the aqueous phase separately.

In the method for producing the microcapsule composition of the present invention, if desired, the following may be added: xanthan gum, carboxymethyl cellulose or a salt thereof, gum arabic, gelatin, dextrin, a water-soluble thickener such as water-soluble starch, and a dispersant such as a salt of formalin condensate of naphthalenesulfonic acid. The amount of the water-soluble thickener to be mixed is not particularly limited, and is preferably in the range of 0.1 to 1.5 parts by mass per 100 parts by mass of the microcapsule composition. The amount of the dispersant to be mixed is not particularly limited, and is preferably in the range of 1 to 10 parts by mass per 100 parts by mass of the microcapsule composition.

The microcapsule composition of the present invention can suppress the initial dissolution of the xaflufen after application, and therefore can reduce or prevent phytotoxicity, and is suitable for use in fields such as dry lands where water is scarce. The microcapsule composition of the present invention can also be used for soil treatment or stem and leaf treatment.

The microcapsule composition of the present invention can be used as it is for agricultural cultivation of useful plants, or can be formulated into any formulation and used as an agricultural chemical preparation.

The pesticidal preparation of the present invention is important to contain the microcapsule composition of the present invention, and may optionally contain a commonly used additive component as needed.

Examples of the additive components include: carriers such as solid carriers, liquid carriers, and the like, surfactants, binders, adhesion-imparting agents, thickeners, colorants, spreading agents, antifreezing agents, anti-caking agents, disintegrating agents, anti-decomposing agents, antifoaming agents, and the like. In addition, preservatives, plant pieces and the like may be used as needed in the additional ingredients. These additional components may be used alone or in combination of 2 or more.

Examples of the solid carrier include: examples of the inorganic filler include natural minerals such as quartz, clay, silica sand, kaolinite, pyrophyllite, sericite, talc, bentonite, acid clay, attapulgite, zeolite and diatomaceous earth, inorganic salts such as calcium carbonate, ammonium sulfate, sodium sulfate and potassium chloride, organic solid carriers such as synthetic silicic acid, synthetic silicates, starch, cellulose and plant powder, plastic carriers such as polyethylene, polypropylene and polyvinylidene chloride, urea, inorganic hollow bodies, plastic hollow bodies and fumed silica (white carbon). These may be used alone, or in combination of 2 or more.

Examples of the liquid carrier include: monohydric alcohols such as methanol, ethanol, propanol, isopropanol and butanol, alcohols such as ethylene glycol, diethylene glycol, propylene glycol, hexanediol, polyethylene glycol, polypropylene glycol and glycerol, polyhydric alcohol compounds such as propylene glycol ether, ketones such as acetone, methyl ethyl ketone, methyl isobutyl ketone, diisobutyl ketone and cyclohexanone, ethers such as diethyl ether, dioxane, ethylene glycol monoethyl ether, dipropyl ether and tetrahydrofuran, aliphatic hydrocarbons such as n-alkane, cycloalkane, isoparaffin, kerosene and mineral oil, aromatic hydrocarbons such as benzene, toluene, xylene, solvent naphtha, alkylbenzene and alkylnaphthalene, halogenated hydrocarbons such as dichloromethane, chloroform and carbon tetrachloride, ethyl acetate, diisopropyl phthalate, dibutyl phthalate, dioctyl phthalate and dimethyl adipate, and lactones such as γ -butyrolactone, Amides such as dimethylformamide, diethylformamide, dimethylacetamide and N-alkylpyrrolidone, nitriles such as acetonitrile, sulfur compounds such as dimethylsulfoxide, vegetable oils such as soybean oil, Rapeseed oil (Rapeseed oil), cottonseed oil and castor oil, and water. These may be used alone, or in combination of 2 or more.

Examples of the surfactant include: sorbitan fatty acid ester, polyoxyethylene sorbitan fatty acid ester, sucrose fatty acid ester, polyoxyethylene resin acid ester, polyoxyethylene fatty acid diester, polyoxyethylene alkyl ether, polyoxyethylene alkylphenyl ether, polyoxyethylene dialkylphenyl ether, polyoxyethylene alkylphenyl ether formalin condensate, alkylpolyoxyethylene polypropylene block copolymer ether, polyoxyethylene alkylamine, polyoxyethylene fatty acid amide, polyoxyethylene fatty acid bisphenyl ether, polyalkylene benzylphenyl ether, polyoxyalkylene styrylphenyl ether, acetylene glycol, polyoxyalkylene addition acetylene glycol, polyoxyethylene ether-type polysiloxane, ester-type polysiloxane, fluorine-type surfactant, polyoxyethylene castor oil, nonionic surfactant such as polyoxyethylene hydrogenated castor oil, alkyl sulfate, polyoxyethylene alkyl ether, polyoxyethylene alkyl propylene, polyoxyethylene alkyl, Examples of the nonionic surfactant include anionic surfactants such as polyoxyethylene alkylphenyl ether sulfate, polyoxyethylene styrylphenyl ether sulfate, alkylbenzenesulfonate, lignosulfonate, alkylsulfosuccinate, naphthalenesulfonate, alkylnaphthalenesulfonate, salts of formalin condensate of naphthalenesulfonic acid, salts of formalin condensate of alkylnaphthalenesulfonic acid, fatty acid salts, polycarboxylates, N-methyl-fatty acid sarcosinates, resinates, polyoxyethylene alkylether phosphates, and polyoxyethylene alkylphenyl ether phosphates, cationic surfactants such as laurylamine hydrochloride, stearylamine hydrochloride, oleylamine hydrochloride, stearylamine acetate, stearylaminopropylamine acetate, alkyltrimethylammonium chloride, and alkyldimethylbenzylammonium chloride, and amphoteric surfactants such as amino acid type and betaine type surfactants. These surfactants may be used alone, or in combination of 2 or more.

Examples of the binder and the adhesiveness imparting agent include: carboxymethyl cellulose, a salt thereof, dextrin, water-soluble starch, xanthan gum, guar gum, sucrose, polyvinyl pyrrolidone, gum arabic, polyvinyl alcohol, polyvinyl acetate, sodium polyacrylate, polyoxyethylene having an average molecular weight of 6000 to 500 ten thousand, phospholipids (e.g., cephalin, lecithin, etc.), and the like. These binders and adhesion imparting agents may be used alone or in combination of 2 or more.

Examples of the thickener include: xanthan gum, guar gum, carboxymethyl cellulose, polyvinyl pyrrolidone, carboxyvinyl polymers, acrylic polymers, starch derivatives, water-soluble polymers such as polysaccharides, high-purity bentonite, and inorganic fine powders such as fumed silica (white carbon). These thickeners may be used singly or in combination of 2 or more.

Examples of the colorant include: inorganic pigments such as iron oxide, titanium oxide and prussian blue, and organic dyes such as alizarin dyes, azo dyes and metal phthalocyanine dyes. These colorants may be used alone, or in combination of 2 or more.

Examples of the spreading agent include: cellulose powder, dextrin, processed starch, polyaminocarboxylic acid chelate, crosslinked polyvinylpyrrolidone, a copolymer of maleic acid and styrene, (meth) acrylic acid-based copolymer, half ester formed of a polymer containing a polyol and a dicarboxylic anhydride, water-soluble salt of polystyrene sulfonic acid, and the like. These extenders may be used alone, or in combination of 2 or more.

Examples of the spreading agent include: paraffin, terpene, polyamide resin, polyacrylate, polyoxyethylene, wax, polyvinyl alkyl ether, alkylphenol formalin condensate, phosphate ester of starch, synthetic resin emulsion, and the like. These spreading agents may be used alone, or in combination of 2 or more.

Examples of the antifreeze include: and polyhydric alcohols such as ethylene glycol, diethylene glycol, propylene glycol, and glycerin. These antifreeze agents may be used singly or in combination of 2 or more.

Examples of the anti-blocking agent include: polysaccharides such as starch, alginic acid, mannose, and galactose, polyvinylpyrrolidone, fumed silica (white carbon), ester gum, and petroleum resin. These anti-caking agents may be used alone, or in combination of 2 or more.

Examples of the disintegrant include: sodium tripolyphosphate, sodium hexametaphosphate, metal stearate, cellulose powder, dextrin, methacrylate copolymer, polyvinylpyrrolidone, polyaminocarboxylic acid chelate, sulfonated styrene-isobutylene-maleic anhydride copolymer, starch-polyacrylonitrile graft copolymer, and the like. These disintegrants may be used singly or in combination of 2 or more.

Examples of the decomposition preventing agent include: a drying agent such as zeolite, quicklime or magnesium oxide, an antioxidant such as a phenol compound, an amine compound, a sulfur compound or a phosphoric acid compound, an ultraviolet absorber such as a salicylic acid compound or a benzophenone compound, and the like. These decomposition preventing agents may be used alone, or in combination of 2 or more.

Examples of the defoaming agent include: dimethylpolysiloxane, modified polysiloxane, polyether, fatty acid ester, fatty acid salt, and the like. These antifoaming agents may be used alone, or in combination of 2 or more.

Examples of the preservative include: sodium benzoate, sodium p-hydroxybenzoate, potassium sorbate, 1, 2-benzothiazolin-3-one, and the like. These preservatives may be used singly or in combination of 2 or more.

Examples of the plant pieces include: shavings, coconut shells, corncobs, tobacco stems, and the like. These plant pieces may be used alone or in combination of 2 or more.

When the agricultural chemical preparation of the present invention contains the above-mentioned additive components, the mixing ratio thereof is usually 5 to 95%, preferably 20 to 90%, the mixing ratio of the carrier is usually 0.1 to 30%, preferably 0.5 to 10%, and the mixing ratio of the other additive components is usually 0.1 to 30%, preferably 0.5 to 10%, by mass.

The pesticide preparation of the present invention can use the additive components, for example, formulated as: any dosage form such as a hydrating agent, a powder, a granular hydrating agent, an aqueous suspension, an oily suspension, a granule, a macrogranule (JUMBO), a suspoemulsion, or a uniform dispersion preparation. Preferred examples of the dosage form include: powders, granules, hydrates, granulated hydrates, aqueous suspensions and oily suspensions.

When the agricultural chemical preparation of the present invention is a granular material, examples of the granular material include a spherical shape, a cylindrical shape, a spindle shape, and an irregular shape having a particle diameter of 0.3 to 10 mm.

The spherical granules have a particle diameter of usually 0.3 to 10mm, preferably 0.3 to 3 mm.

The diameter of the cylindrical granule is usually 0.6-5 mm, preferably 0.8-3 mm, and the particle length is usually 1-10 mm, preferably 1.5-8 mm.

The short diameter of the spindle-shaped granules is usually 0.3-3 mm, and the long diameter thereof is usually 1-10 mm.

Further, in the case where the pesticide preparation of the present invention is a uniformly dispersed preparation, it is preferable that the pesticide preparation has a particle size distribution containing 80 mass% or more of a granular material having a particle diameter of 3mm or more, and when the pesticide preparation is thrown into water, it floats on the water surface, and disintegrates on the water surface within 30 minutes after the throwing.

In the microcapsule composition and the pesticidal preparation of the present invention, 1 or 2 or more kinds of other pesticidal active ingredients may be optionally mixed in addition to the xaflufen. The other pesticidal active ingredient referred to herein may be mixed so as to be encapsulated in the microcapsule composition together with the sulfoxaflor, or a microcapsule composition in which the other pesticidal active ingredient is encapsulated may be prepared and mixed with the pesticidal preparation of the present invention. Alternatively, any agrochemical active ingredient that is not microencapsulated may be mixed within a range that does not impair the effects of the present invention. Any pesticidal active ingredient referred to herein also comprises sulfonepyrazoxazole. Further, a mixed composition with an agricultural material other than agricultural chemicals such as an optional chemical injury reducing component and a fertilizer can be used. The microcapsule composition and the agricultural chemical preparation of the present invention can achieve a good phytotoxicity reducing effect with respect to the phytotoxicity reducing components, and therefore, they may not be mixed.

As the mixable pesticidal active ingredients, examples of mixable herbicidal active ingredients, insecticidal active ingredients, bactericidal active ingredients, plant growth regulating active ingredients are described below, but the present invention is not limited to these pesticidal active ingredients.

[ herbicidal active ingredients ]

Ioxynil (ioxynil), aclonifen (aclonifen), acrolein (acrolein), azafenidin (azafenidin), acifluorfen (acifluorfen) (including salts with sodium and the like), azimsulfuron (azimsulfuron), asulam (asulam), acetochlor (acetochlor), atrazine (atrazine), anilofos (anilofos), amicarbazone (amicarbazazone), amidosulfuron (amisulfuron), imazamethabenz (amicarbazone), pyrithion (amicarbazone), aminocyclopyrachlor (amicarbazone), aminopyralid (amicarbazone), amicarbazone (amicarbazone-methyl), ametryn (amicarbazone), alachlor (alchlor), meton (isofenpyr), isofenfluramine (isofenuron), isofenpyrazamide (isofenpyrazamide), isofenpyraflufen (isofenpyr) (including salts with sodium and the like), isofenpyroxim (isofenpyr) (including salts with isopropyl-ethyl, isoproxil), isoprothiolane (isofenpyrazosulfuron), isoproxil (isofenpyr), isoprothiolane (isofenpyrazofenoxabencarb) (including salts with sodium, isoproxil), isoproxil (isofenpyr), isoproxil (isoproxil, imazamox (imazamox), imazapyr (imazethapyr), imazosulfuron (imazosulfuron), triafol (indaflam), indoxacan (indofenan), metribuzin (eglinazine-ethyl), esprocarb (esprocarb), ethametsulfuron-methyl, ethalfluron (ethalfluralin), thiothiuron (ethidimuron), ethoxysulfuron (ethysulfuron), fluvalinate (ethofenphen-ethyl), ethofumesate (ethofuracil), ethoxysulfuron (ethofenprox-ethyl), ethoxysulfuron (ethofuracil), ethoxysulfuron (ethofenchlor), ethoxysulfuron (ethoxysulfuron), ethoxysulfuron-disodium (ethidium-disodiate), oxadiazon (oxadixyl), ethoxysulfuron), oxadiargyl (ethoxysulfuron), ethoxysulfuron (ethoxyfen-ethyl, ethoxysulfuron (ethoxyfen), ethoxysulfuron (ethoxysulfuron), ethoxysulfuron (ethoxyfen-ethyl oleate (ethoxyfen-ethyl, ethoxysulfuron), ethoxysulfuron (ethoxysulfuron), ethoxyfen-ethyl (ethoxyfen-ethyl oleate (ethoxybensulbenazol), ethoxyfen), ethyl quizalofop-P-ethyl, quizalofop-P-tefuryl (quizalofop-P-tefuryl), quinophthalone (quinoclamine), quinclorac (quinclorac), quinclorac (quinmerac), cumyluron (cumyluron), clozapine (cloyfos), glyphosate (glyphosate) (salts containing sodium, potassium, ammonium, amine, propylamine, isopropylamine, dimethylamine or trimethylsulfur, etc.), glufosinate (glufosinate) (salts containing amine or sodium, etc.), glufosinate-sodium (glufosinate-P-sodium), clethodim (cloethdim), clodinafop-propargyl (clofenamic), clofenamic acid (clopropyrerid), clomazone (clomazone), clofenapyr (clofenapyr), metoclopramide (clofenapyr-methyl), chlorpyrifos (chlorpyrifos-methyl), chlorpyrifos (chlorpyrifos-P-methyl), chlorpyrifos (chlorpyrifos-methyl), chlorp, Cyhaloxydim (chlorothiamide), chlorophthalimide (chlorophhthalim), shapenin (chloroflurenol-methyl), chlorophaphene (chlorophospham), chlorsulfuron (chlorobromoron), chlortoluron (chloroxuron), chlorotoluron (chlorotoluron), ketospirado (containing salts such as sodium, calcium or ammonium), saflufenacil (saflufenacil), sarmentine (sarmentine), cyanazine (cyazozine), cyanamide (cyanamide), diuron (diuron), acetochlor (diethyl-ethyl), dicamba (dicamba) (containing salts such as diethylamine, isopropylamine, diglycolamine, salts such as sodium or lithium), bentazone (cycloxydim), thionine (cycloxydim), diclofentramide (diclofentramide), diclofentrazone (diclofentrazone), diclofenfluramine (diclofop-methyl), diclofop-butyl (2-thiobac (4-butyl-proproprion), diclofop-2-proproprione (chlorodifenon, diclofop-2, diclofop-methyl, diclofop-4-proplate (diclofop-2, diclofop-4, diclofop-butyl, diclofop-2, diclofop-P, diclofop, P, diclofop, Cyclosulfamuron (siduron), dinoamine (dinitramine), cinidon-ethyl (cinidon-ethyl), cinosulfuron (cinosulfuron), dinotefuran (dinoseb), terbenol (dinterb), cyhalofop-butyl (cyhalofop-butyl), dichlofop-butyl (diphenamid), difenzoquat (difenoconazole), diflufenican (diflufenican), diflufenzopyr (diflufenzopyr), simazine (simazine), dimethenamid (dimethachloride), isovaleryl (dimethenan), dimethenamid (dimethenamid-P), simetryn (simeton), pimentate (dimebonate), meturon (dimethenamid), thiobac (dimethenamid), sultone (sultone), sultrin (sulbutrion), sulcotrione (sulbutron), sulcotrione (sulfon), sulcotrione (sultrin), sultrin (sultone), sultrin (sultone (sultrin), sultrin (sultrin), sultrin (e), sultrin (sultrin), sultrin (e), sultrin (sultrin), sultrin (e), sultrin (sultrin, Thioflurane (thiamethoxam) (including sodium salt, methyl ester, etc.), thiobencarb (tiocarbazol), thiobencarb (thiobencarb), thidiazuron (thiazimin), thifensulfuron methyl (thifensulfuron-methyl), desmedipham (desmedipham), diurn (desmetryne), teflutolomet (thifenuron), dimethenamid (tebutam), buthiuron (tebuthiuron), tepraloxydim (tepraloxydim), tefuryltrione (tebutrythrine), tembotrione (tembotrione), terbuthylacetone (tebuthyluron), terbuthylacetone (tebutrythrine), terbutylazine (tebutrythrine), terbutryn (terbutyralne), trimethoprione (terbutryn), teflutolfenuron (tebuflomeron), topramezone (thiuron), chlorotetralone (trazosulfuron), trifloxystrobin (trifloxystrobin), trifloxysulfuron (trifloxystrobin (trifloxysulfuron), trifloxysulfuron (trifloxysulfuron), trifloxysulfuron (trifloxystrobin), trifloxysulfuron (trifloxysulfuron), thiuron (trifloxysulfuron), trifloxysulfuron (trifloxystrobin), thiuron (trifloxysulfuron, Trifloxysulfuron sodium salt (trifloxysulfuron-sodium), tribenuron-methyl (tribenuron-methyl), tolpyrate, naproxen (naphalam) (including salts with sodium and the like), naproxamide (napanilide), napropamide (napropamide), alachlor-M (napropamide-M), nicosulfuron (nicosulfuron), nebupron (neburon), norflurazon (norflurazon), fenugreek (vernollate), paraquat (paraquat), pyraflupyr benzyl ester (halauxifen-benzyl), halauxifen-methyl (halauxifen-methyl), flupirimiphos (haloxyfop), flupirtine (haloxyfop-P), fluazifop-ethyl (haloxyfop-methyl), pyrazosulfuron (pyrazosulfuron), pyrazosulfuron-ethyl (pyrazosulfuron-ethyl), pyrazosulfuron (pyraflufen-ethyl), pyrazosulfuron-ethyl (pyrazone), pyrazosulfuron-ethyl (pyrazone), pyrazone (pyrazone-ethyl (pyrazone), pyrazone-ethyl (pyrazone-ethyl), pyrazone-ethyl (pyrazone-methyl), pyrazone-methyl, pyrazone-ethyl (pyrazone-methyl, pyrazone-ethyl (pyrazone-methyl), pyrazone-methyl, pyrazone-P-methyl, Pyrasulfopyrad (pyrasulfotole), pyraflufen-ethyl (pyrazoxyfen), pyrazosulfuron-ethyl (pyrazosulfuron-ethyl), pyrazoxan (pyrazolynate), bialaphos (bialaphos), pyraflufen-ethyl (pyraflufen-ethyl), pyridinol (pyridafol), pyrithiobac sodium salt (pyrithiobac-sodium), pyridate (pyridate), pyriftalid (pyriftalid), pyributicarb (pyrithiobac-sodium), pyrithiobac-sodium (pyrithion), pyribenzoxim-methyl (pyriminobac-methyl), metosulam (pyroxsulam), pyriminophen (phenotham), fenoxuron (fenuron), feifene, fenoxaprop-ethyl (fenoxaprop-ethyl), pyriftalid (ethyl-ethyl), pyriftalid (propiconazole), pyriproxyfen-ethyl (propiconazole), pyriproxyfen-ethyl (pyriproxyfen-ethyl), pyriproxyfen (pyriproxyfen-ethyl), pyriproxyfen (pyriproxyfen-ethyl), pyriftalid (pyriftalid), pyriftali, Butafosinate (butamifos), butachlor (buterachlor), benflurane (butralin), cyfluthrin (butroxydim), flazasulfuron (fluzasulfuron), fluazifop (flumiprop) (comprising methyl, ethyl, isopropyl), fluazifop-M (flumiprop-M) (comprising methyl, ethyl, isopropyl), primisulfuron (primisulfuron-methyl), fluazifop-butyl (fluazifop-butyl), fluazifop-butyl (fluazifop-P-butyl), ipropyrap-isopropyl, fluazifop (fluazolate), flurometron (fluometron), fluoroglycofen-ethyl (fluazifop-butyl), fluorone sodium (flufenuron-sodium), fluazifop-methyl), fluazifop (fluazifop-methyl), fluazifop-methyl (fluazifop-methyl), fluazifop (fluazifop-methyl), fluazifop (fluazifop-methyl, fluazifop (fluazi, Flufenacet (flupoxamee), flumioxazin (flumioxazin), flumiclorac-pentyl (fluroxypyr), flumetsulam (flumetsulam), fluazinone (fluridone), flurtamone (flurtamone), fluroxypyr (fluroxypyr), flutolclovir (flurochlordone), pretilachlor (pretiachlor), prosulfocarb (propaferon-sodium), prodiamine (prodiamine), prosulfuron (prosulfuron), prosulfocarb (prosulfocarb), oxadiargyl (proquinazine), propaquizafop (propachlor), propyzamide (propachlor), promazine (propaquinone), propanil (propranolol), propyzamide (propranolon), propyzamide (propyzamide), propyzamide (propiram), propiram (propyzamide), propiram (propiram), propiram (propiram), ben (propiram), bencarb (propiram), propiram (propiram), ben (propiram), benazol (, Bromobutyrolac (bromobiuret), florasulam (florasulam), florpyrauxifen, hexazinone (hexazinone), pethoxamid (pethoxamid), benazolin (benazolin), penoxsulam (penoxsulam), pyraflufen (hexazinone), beflubutamid-M, penoxsulam (pebulate), pelargonic acid (pelargonic acid), bencambazone, pendimethalin (pendimethalin), benpyrimazone (benfenzophenone), bentazone (benzosulfuron), bensulide (bensulide), bensulfuron (bensuluron-methyl), benzosulone (benzofenap), bentazone (bentazone), bensultone (bensultone-methyl), bensultone (bensultone-ethyl), bensultone (bensultone), bensultone (2-fen-ethyl), bensultone (bensultone), bensultone (salt (2-N-benzoate), bensultone (bensultone), bensultone (bensultone, Mesosulfuron-methyl, mesotrione (mesotrione), metazachlor (metazachlor), metribuzin (metazosulfuron), methzozoline (methazosulfuron), metosulfuron (methamidoron), metosulam (metazofos), disodium methylarsenate (DSMA), disodiummethysticate (methazoline), methasulfuron (metosulfuron), metoxuron (metosulron), metosulam (metosuluron), metosulron (metosulron), metosulron (meton), metosulron (metosulron), metosulron (methyl sulron), metoron (metosulron), metoron (metoron), metosulron (metoron (metosulron), metoron (metoron), metoron (metoron), metosulron (metoron), metoron (metosulron), metoron (metoron), metosulron (methyl sulron), metoron (methyl sulron), metoron (methyl sulron, Lenacil, 2,3,6-TBA (2,3, 6-trichlorobenzoic acid), 2,4,5-T (2,4, 5-trichlorophenoxyacetic acid), 2,4-D (2, 4-dichlorophenoxyacetic acid) (salts containing amine, diethylamine, triethanolamine, isopropylamine, sodium or lithium, etc.), 2,4-DB (4- (2, 4-dichlorophenoxy) butyric acid), chloranil (ACN,2-amino-3-chloro-1,4-naphthoquinone), AE-F-150944(code number), DNOC (4, 6-dinitro-o-cresol) (salts containing amine or sodium, etc.), EPTC (S-ethyldipropylthiocarbamate), 2-methyl-4-chlorophenoxyacetic acid (MCPA, 4-chloro-o-chlorophenoxyacetic acid), MCPA-thioethyl (MCPA-thioethyl), 2-methyl-4-chlorophenoxybutyric acid (MCPB,4- (4-chloro-o-tolyloxy) butyl acid) (containing sodium salt, ethyl ester), HW-02(code number), IR-6396(code number), SYP-298(code number), SYP-300(code number), S-metolachlor (S-metolachlor), S-9750(code number), MSMA (sodium methyl arsonate), 2,2,2-trichloroacetic acid (TCA,2,2,2-trichloroacetic acid) (containing sodium, calcium or ammonium salts).

[ insecticidal active ingredient ]

Fluthrin (acrinathrin), azadirachtin (azadirachtin), azadirachtin (azamethiphos), ethylthion (azinphos-ethyl), baphate (azinphos-methyl), acequinocyl (acequinocyl), acetamiprid (acetamiprid), acetofenapyr (acetorole), acephate (acephate), azocyclotin (azocyclotin), abamectin (abamectin), afidopropogen, alfolaner (aflolaner), sulfamite (amidofluset), amitraz (amitraz), gossyparb (alanycarb), aldicarb (aldicarb), allethrin (allethrin) [ including d-cis-trans-isomer, d-trans-isomer ], isopropanethothion (isophos), isophosphoxim (isophosphoxim), isoprophos (isophosphoxim), isoprothiolane (isophosphoxim), isoprothiolane (isophosphoxim (isophos), isophos (isophos), isoprothiolane (isophos-methyl-isopropyl), isophosphoxim (isophos), isoprothiolane (isophos), isophos-methyl-isopropyl), isophos (isophos), isophos (isophos-isopropyl), isophos-isopropyl-, Propargyl (imiprothrin), indoxacarb (indoxacarb), fenvalerate (esfenvalerate), ethiofencarb (ethiofencarb), ethiofen (ethion), ethiprole (ethiprole), ethylene dibromide (ethylene dibromide), etoxazole (etoxazole), etofenprox (ethofenprox), ethoprophos (ethoprophos), ethirimos (ethirimfos), amethothion (ethoprofos), amethodin (emamectin benzoate), endosulfan (endosulfan), dexenynthrin (empenthrin), oxazosulfenyl (oxamyl), thiocarb (oxamyl), oxydemethon (oxydemethofos), thiotepa (ethoprofen), thiofenthion (kasandrin), thiofenthion (ethion-methyl), thiofenthion (carb), thiofenthiocarb (BHfenthiuron-methyl), thiocarb (BHcarb), fenaminocarb (BHcarb), fenapyr (carb), fenapyr (BHcarb (carb), fenapyr (carb), fenap (carb), fenapyr (carb), fenap (carb), bencarb), fenapyr (carb), bencarb (carb), ben, Thiamethoxam (clothianidin), clofentezine (clofentezine), chromafenozide (chromafenozide), chlorantraniliprole (chlorantraniliprole), phosphorus oxychloride (chlorethoxyfos), chlordane (chloredane), chloropicrin (chloropicrin), chlorpyrifos (chlorpyrifos-methyl), chlorfenapyr (chlorfenapyr), chlorfluazuron (chlorfenapyr), chlorpyrifos (chlorpyrifos), chlorpromazine (chlorpyrifos), diadinotefuran (chlorpyrifos), diafenthiuron (diafenthifenuron), fenpyramide (cyhalothrin), chlorpyrifos (chlorpyrifos), fenidone (cycloprofenpyrazone), fenpyrad (cyhalonil), diafenthiuron (diafenthiuron), diafenthiobac (chlorpyrifos), dichlorphenazone (chlorpyrifos), fenphos (1, chlorpyrifos), dichlorphenazone (chlorpyrifos), dichlorphenazone (1, chlorpyrifos (chlorpyrifos), dichlorphenazone, chlorpyrifos (chlorpyrifos), chlorpyrifos, chlorpyri, Cyhalodiamide (cyhalodiamide), cyhalothrin (cyhalothrin) [ including gamma-isomer, lambda-isomer ], cyphenothrin (cyphenothrin) [ including (1R) -trans-isomer ], cyhalothrin (cyfluthrin) [ including beta-isomer ], diflubenzuron (diflubenzuron), cyflumetofen (cyflumetofen), flufenzine (difluvidazin), fenbutatin (cyhexatin), cypermethrin (cypermethrin) [ including alpha-isomer, beta-isomer, theta-isomer, zeta-isomer, diammopyridaz, metraz (dimethylvinphos), tetramethrin (dimefluthrin), dimethoxanate (dimethofen), silaflufen (silafen), cyromazine (cyromazine), spirotetramine (cyflufenacin), spirotetramine (spirotetramine), spirotetramethrin (spirotetramine (spirotetramethrin), spirotetramethrin (spirotetramethrin), spirotetramine (spirotetramine), spirotetramethrin (spirotetramine), spirotetramine (spirotetramine), spirotetramethrin), spirotetramine (spirotetramine), spirotetramine (spirotetramine), flutetramine (spirotetramine), flutetramethrin), flufenofos (flutetramine (flutetramethrin), flufenofos (flufenofenan (flufenofos), flufenofos (flufenofos, Thiacloprid (thiamethoxam), thiamethoxam (thiamethoxam), tiozafen, thiodicarb (thiodicarb), thiocyclam (thiocyclam), thioben (thiosultap), thiamethoxam (thionazin), monocrotocarb (thiofanox), diethylthiophosphate (thiomethoron), thiochromazine (thiofenphos), tetrachlorfenpyrad (tetrachlorfenphos), tefluthrin (tetrachlorfenthiuron), tetramethrin (tetramethythrin), fenthifenprox (terbuthrin), butylpyrimidine (tetrabutyrimiifos), tebufenozide (tebutryzine), tebufenpyrad (tebufenpyrad), tefluthrin (tefluthrin), tefluthrin (trimethoprim), thion (triazoxide (S (triazoxide), triazoxide (triazoxide), triazoxide (triazoxide), triazoxide (triazoxide), triazoxide (, Nitenpyram (nitenpyram), novaluron (novaluron), noviflumuron (noviflumuron), Verticillium lecanii (Verticillium lecanii), hydroprene (hydroprene), Pasteurella puncture (Pasteurella pneumophora), aphidina (vamidothion), parathion (parathion), parathion-methyl (parathion-methyl), profenofluthrin (halfenprox), chlorfenapyr (halofenozide), bioallethrin (bioallethrin), 2-cyclopentenyl bioallethrin (bioallethrin S-cyclopropenyl), pyrethrin (biothrin), diflubenzuron (bisthion), hydramethylhydrazone (hydramethylenon), bifenthrin (bifenthrin), pyriproxyfen (parathiuron), pyriproxyfen (parathion), pyriproxyfen (pyridalyl), pyriproxyfen (pyrad, pyriproxyfen (pyrid, Pirimicarb (pirimicarb), pyriminostrobin (pyrimidifen), pyriminostrobin (pyriminostrobin), pirimiphos-methyl (pirimiphos-methyl), pyrethrin (pyrithrone), famshur (famshur), flufenoxuron (fipronil), fenazaquin (fenazaquin), phenthoate (fenamiphos), fenitrothion (fennithionine), fenoxycarb (fenoxycarb), phenbutazone (phenothrin) [ containing (1R) -trans-body ], fencarb (fenobucarb), fenthion (fenthiuron), phenthon (fenthiuron), fenpropathrin (fenthion), fenpyrad (fenthion), fenthion (fenthion) (fenpyrazone (fenthion), fenthion (fenthion) and fenthion (fenthion) compound, fluxamide, flucycloxuron (flucloxuren), flucythrinate (flucythrinate), flusulfamide (fluulmfamide), fluvalinate (fluvalinate) [ containing tau-bodies ], flupyradifurone (flupyradifurone), flupyrazofos (flupyrazofos), flupyrronin (flufiprole), flufiprole (flufiprole), pyrimethanil (flufenpyrim), flufenacet (flufenapyr), flufenoxuron (flufenoxuron), fluhexyn (flubendiamide), flufenpropathrin (flufenthimide), flufenpropathrin (flufenthrin), flutriafolan, prothionafos (prothionamide), prothrin (flufenpyra), prothionamide (flufenpyraclostrobin), flufenpyraclostrobin (fluthrite), fluthrin (prothionamide), flufenpyraclostrobin (flufenofos), flufenpyraclostrobin (flufenoxafen), fluthrin (flufenpyraclostrobin (flufenofos), flufenoxafen), flufenofos (flufenofos), flufenpyraclostrobin (flufenofos), flufenofos (flufenofos), flufenoxafen), flufenoxathion (flufenofos (flufenoxathion), flufenoxafen (flufenoxafen), flufenpyraclostrobin (flufenofos (flufenoxafen), flufenofos (flufenoxafen), flufenofos (flufenoxafen), flufenoxafen (flufenofos (flufenoxafen), flufenofos, Bendiocarb (benfurocarb), benfuracarb (benfuracarb), Beauveria gracilis (Beauveria tenella), Beauveria brasiliensis (Beauveria bassiana), Beauveria bassiana (Beauveria brongniartii), phoxim (phoxim), phosmet (phospine), fosthiazate (fosetyl), thiopyrad (fosetyl), phosphamide (phosmet), phosmet (phosmet), miticide (polynactin), phosmet (formanate), phorate (phorate), malathion (malathion), milbemectin (milbemectin), phos (mecarbam), phos (mesulfenfos), pentasulfide (methoprene), methomyl (methomyl), metaflumethyne (methrin), metaflumethyne (methomyl), metaflumethofemorate (methomyl), methomyl (methomyl), methomyl (methomyl-methyl ester), methomyl-methyl ester (methomyl-methyl ester), methomyl-, Metolcarb, metoclopramide, meperfluthrin, metofluthrin, sephrosporidium, monocrotophos, metoclopramide, epsilon-momfluthrin, lithotripteryl A, lithotripteryl B, aluminum phosphide, zinc phosphide, phosphine, lufenuron, secamoluride, resmethrin, lepimectin, rotenone acetate, 11-tetradecenyl-11-hexadecenyl-11-tetradecenyl-11-tetradecenyl-Z-11-tetradecenyl-11-tetradecenyl-Z-11-hexadecenyl-11-tetradecenyl-11-hexadecenyl-1-11-hexadecenyl-11-hexadecenyl-Z-1-11-hexadecenyl-1-hexadecenyl-1-D (Z, E) -9, 11-tetradecadienylacetate, (Z, E) -9, 12-tetradecadienylacetate, Bacillus popilliae (Bacillus popilliae), Bacillus subtilis (Bacillus subtillis), Bacillus sphaericus (Bacillus sphaericus), Bacillus thuringiensis subsp (Bacillus thuringiensis subsp.israelensis), Bacillus thuringiensis subsp.thuringiensis subsp.israelensis, Bacillus thuringiensis subsp.tebri), Bacillus thuringiensis subsp.tebri, Bt protein (Cry Ab, Cry Ac, Cry1, Cry Fa, Cry Ab, Bacillus thuringiensis subsp.3, Cry 4833, bis (dct 6735-ethyl) Cry 19-Cry 19, Cry Fa, Cry 63, Cry 19-63, and bis (dct-ethyl) 863, Cry 19-75, Cry 33, Cry 19-75, Cry3, and bis (dct-ethyl chloride) 3, Cry 19-75-t 3, Cry3, and bis (dct-chloride) 3, bis (dct-bis (d) 3, 3-chloro-dichloro-c) respectively, DEP (dimethyl-2, 2, 2-trichloro-1-hydroxyethylphosphonate), DNOC (4, 6-dinitro-O-cresol), DSP (O, O-diethyl-O- [4- (dimethylaminosulfonyl) phenyl ] -thiophosphate), EPN (O-ethyl-O-4- (nitrophenyl) thiophosphate), nuclear polyhedrosis virus inclusion body, NA-85(code number), NA-89(code number), NC-515 (codeumber), RU15525(code number), XMC, Z-13-eicosa-10-one, Z8901 (code number), 2-chloro-4-fluoro-5- [ (5-trifluoromethylthio) pentyloxy ] phenyl 2,2, 2-trifluoroethylsulfoxide (chemical name, CAS accession number: 1472050-04-6), 2, 4-dichloro-5- {2- [4- (trifluoromethyl) phenyl ] ethoxy } phenyl 2,2, 2-trifluoroethyl sulfoxide (chemical name, CAS accession No.: 1472052-11-1), 2, 4-dimethyl-5- [6- (trifluoromethylthio) hexyloxy ] phenyl-2, 2, 2-trifluoroethyl sulfoxide (chemical name, CAS accession No.: 1472050-34-2), 2- { 2-fluoro-4-methyl-5- [ (2,2, 2-trifluoroethyl) sulfinyl ] phenoxy } -5- (trifluoromethyl) pyridine (chemical name, CAS accession No.: 1448758-62-0), 3-chloro-2- { 2-fluoro-4-methyl-5- [ (2,2, 2-trifluoroethyl) sulfinyl ] phenoxy } -5- (trifluoromethyl) pyridine (chemical name, CAS accession No.: 1448761-28-1), 4-fluoro-2-methyl-5- (5, 5-dimethylhexyloxy) phenyl 2,2, 2-trifluoroethyl sulfoxide (chemical name, CAS accession No.: 1472047-71-4), NI-30(code number).

[ Bactericidal active ingredient ]

Azaconazole (azaconazole), acibenzolar-S-methyl (acibenzolar-S-methyl), azoxystrobin (azoxystrobin), dichlofluanid (anilazine), amisulbactam (amisulbactam), aminopyrifen, ametoctradin (ametoctradin), aldimorph (aldimorph), isotianil (isotianil), isopyrazam (isopyrazam), isoprothiolamide (isotemid), isoflucypriperam (isoprothiolane), ipconazole (ipconazole), flufenoquin (iprodione), iprovalicarb), isoprothiolane (iprobenfofofos), imazalil (imazalil), iminoctadine (iminoctadine-), iprovalicarb (iprodione), iprodione (iprodione), imazalil (imazalil), iminoctadine (iminoctadine-N), imazalil (iprodione (ethoxyquin), pyrimethanil (ethoxyquin (azofamil), pyrimethanil (ethoxyquin), pyrimethanil (ethoxyquin (fosalzole), pyrimethanil (ethoxyquin) (foscamole (ethoxyquin), pyrimethanil (ethoxyquin) (foscamole (ethoxyquin), pyrimethanil (ethoxyquin) (foscamole (ethoxyquin, Organic oils (organic oils), oxadixyl (oxadixyl), eosinizole (oxazizyl), oxathiflufen (oxathiapigenin), oxycarboxin (oxacarboxin), copper quinolinate (oxaine-coater), oxytetracycline (oxathizole), oxpoconazole fumarate (oxaconizole-fumarate), oxolinic acid (oxolinic acid), copper octoate (copperazone), octhiolone (octhionone), ofuramide (ofaurace), orysastrobin (orysastrobin), o-phenylphenol (o-phenylphenol), kasugamycin (kasugamycin), captan (captafol), clomipramide (carpropamid), carbendazim (carbendazim), carboxin (carboxin), carboquinacridone (carboximone), quinflufen (oxazim), fenthiobac (oxazim), fenthiobenoxazim (oxazim), benzoquinone (fenpyraoxystrobin (oxazim), benzoquinone (fenthiobenzoquinone (fenpyrazamide), benzoquinone (fenthiobenzoquinone), benzoquinone (fenthiobenzoquinone (fenpyrazamide (benzoquinone), benzoquinone (benzoquinone), benzoquinone (benzoquinone), benzoquinone (benzoquinone), benzoquinone (benzo, Ethiprole (chlorozolinate), chlorothalonil (chlorothalonil), chlorpheniramine (chloroneb), cyazofamid (cyazofamid), diethofencarb (diethofencarb), diclocyanide (diclomet), dichlofluanid (dichlofluanid), dichlobenizox, pyridazone (diclomezine), niclosamide (diclororan), dichlorophen (dichlorophen), dithianon (dithianon), diniconazole (diniconazole-M), zineb (zineb), dinocap (dinocap), dipyridazoron, diphenylamine (diphenylamidine), difenoconazole (difenoconazole), cyflufenamid (cyflufenamide), difluorine (diumxam), cyprodinil (cyazofamid), pyrimethanil (dicyclanilide), pyrimethanil (dicyclaniliprodione), pyrimethanil (dicyclanilide), pyrimethanil (dicyclanilide), pyrimethanil (dicyclanilide (dicyclanil), pyrimethanil (dicyclanil), pyrimethanil (dicyclanil), pyrimethanil, Dazomet (dazomet), tiadinil (tiadinil), thiabendazole (thiabendazole), thiram (thiram), thiophanate (thiophanate-methyl), thifluzamide (thifluzamide), tetrachloronitrobenzene (tecnazene), phyllostaphin (tecloftalam), tetraconazole (tetraconazole), prochloraz (debarycarb), fenamate (debacarb), tebuconazole (tebuconazole), isobutoxyquinoline (tebuflofen), terbinafine (terbinafine), dodidine (dodine), dodemorph (dodemoh), triadimenol (triafol), triadimefon (triafamone), triazoxide (triazoxazine), triazamate (triazoxidine), salicylamide (trimazole), chlorhexadine (triclopyr), triclopyr (triclopyr), tricyclazole (trifloxystrobin), trimethoprim (trifloxystrobin), trifloxystrobin (trifloxystrobin), trifloxystrobin (trifloxystrobin), trifloxystrob, Napthenaryl (naftifine), nitrapyrin (nitropyridine), phthaloyl-isoproxil (nitropyridine), fluoropyrimidinol (nuarimol), copper nonylphenolsulfonate (coppernonyl phenolsulfonate), Bacillus subtilis (Bacillus subtilis) (strain: QST 713), validamycin (validamycin), valienamine (valifenalate), picarbrazox (bifendax), bixafen (bixafen), picoxystrobin (picoxystrobin), fluxapyroxafen (pyflumetofen), bitertanol (bitertanol), binapacryl (binapacryl), biphenyl (biphenyl), propidin (piperalin), hymexazol (hyxazol), pyraoxystrobin (pyraoxystrobin), pyraclostrobin (pyraclostrobin), pyrifos (pyriproxyfen), pyriproxyfen (pyrimethanil), pyrimethanil (pyrimethanil), pyrimethanpyrimethanil (pyrimethanil), pyrimethanil (pyrimethanil), pyrimethanil (pyrimethanil), pyrimethanil (pyrimethanil, Famoxadone (famoxadone), bisultap (phenazine oxide), fenamidone (fenamidone), fenaminostrobin (fenaminostrobin), fenaminofenamidol (fenarimol), fenpyrad (fenoxanil), pyriminozone (fimbrone), fenpropiole (fenpropinil), fenpropiconazole (fenpropidium), fenpropiconazole (fenpropinid), fenpropiconazole (fenpyrazamine), fenpyrazamide (fenpyrazamide), fenpropidin (fenpropidin), fenpropimorph (fenpropimorph), fenhexamide (fenpropimide), folpet (phthalmide), phthalide (phenamide), bupirimate (bupirimate), fuberidazole (furazone), fenpropiconazole (fenpropiconazole), fenpropiconazole (fenpropimide), fenpropiconazole (fenpropiconazole), fenpropidin-S), furazamide (flufenamidone), furazofamesoxim (furazofamid (flufenamidone), flufenamidone (flufenamidone), flufenamidone (flufenamidone, Flusilazole (flusilazole), flusulfamide (fluusufamide), fluthianil (fluthianil), flutolanil (flutolanil), flutriafol (flutriafol), flufenacet (flufenoxystrobin), fluorobiphenylene (fluetover), flumorph (flumorph), propoxymidine (proquinazid), prochloraz (prochloraz), procymidone (procymidone), propamocarb (prothiocarb), prothioconazole (prothioconazole), nitropropylene glycol (bronopol), propamocarb hydrochloride (pamocarb-hydrochloride), propiconazole (propiconazole), propineb (propineb), probenazole (bromuconazole), flufenacetron (fenpyrazone), flufenacet (flufenacet), fenpyrazox (flufenacet), fenpyraflufenacet (fenpyrazone), fenpyraflufenacetrin (fenpyrazone), fenpyrazone (fenpyrazone), fenpyrazone (fenpyrazone), fenpyrazone (fenbenazol-benazol (fenpyrazone), fenbenazol), fenpyrazone), fenbenazol (, Boscalid (boscalid), fosetyl (fosetyl) (aluminum), calcium (calcium), sodium (sodium)), polyoxin (polyoxin), ziram (polycarbomate), Bordeaux (Bordeaux mix), mancozeb (mancozeb), mandipropamid (manipropamid), mandestrobin, maneb (maneb), myclobutanil (myclobutanil), mineral oil (mine ral oils), milbemycin (mildimycin), sulfocarb (metsulfcarb), metam (metam), metalaxyl (metalaxyl-M), metiram (metylpropyrazole), metconazole (metazozoxazole), fenpropineb (metiroxocarb), fenpropineb (metrafenone), fenpropiconazole (fenpropineb), fenpropiconazole (fenpropiconazole), fenpropiconazole (propiconazole), propiconazole (iodophor), propidium (propidium), propidium chloride (propidium), and (propidium chloride (propidium), propidium chloride (iodine (phosphate), and (iodine, calcium chloride), and (iodine (phosphate), copper hydroxide (copper hydroxide), potassium bicarbonate (potassium bicarbonate), sodium bicarbonate (sodium bicarbonate), sulfur (sulfur), hydroxyquinoline sulfate (oxoquinoline sulfate), copper sulfate (copper sulfate), (3, 4-dichloroisothiazol-5-yl) methyl 4- (tert-butyl) benzoate (chemical name, CAS registry number 1231214-23-5), BAF-045(code number), BAG-010(code number), UK-2A (code number), DBEDC (dodecyl benzene sulfonic acid bisethylene diamine copper complex [ II ]), MIF-1002(code number), NF-180(code number), TPTA (triphenyltin acetate), TPTC (triphenyltin chloride), TPTH (triphenyltin hydroxide), non-carrot pathogenic soft rot venturi.

Plant growth regulating active ingredients:

1-naphthylacetamide (1-naphthylacetamide), 1-methylcyclopropene (1-methylcycloprophene), 2,6-diisopropylnaphthalene (2, 6-diisoprophylnaphthalene), 4-CPA (4-chlorophenoxyacetic acid), 4-oxo-4- (2-phenylethyl) aminobutyric acid (chemical name, CAS accession No. 1083-55-2), aminoethoxyvinylglycine (aviglycine), pyrimidinol (anxamid), trinexamide (indolefluoride), indoleacetic acid (indole acetic acid), indolebutyric acid (indole butyric acid), uniconazole (uniconazole), monocrotozole (uniconazole-P), indate (ethylchloride), ethephon (ethephon), brassinolide (epothilone), carvone (carvone), fencholoxic acid (fencholox), piclorate (piclorate), picloram (picloram-P), picloram (cyaloric acid), picloram (picloram-P), picloram (picloram-chloro-acetate), picloram (picloram) and their salts, Cytokinins (cytokines), cyclanilides (cyclanilide), diuron (dikegulac), gibberellins (gibberellins), thionine (dimethipin), sintofungen (sintofungen), daminozide (daminozide), thidiazuron (thidiazuron), n-decanol (n-decanol), triacontanol (triacontanol), trinexapac-ethyl (trinexapac-ethyl), paclobutrazol (paclobutrazol), flumetralin (fluetrlin), pyrimethanil (fluprprimide), flubenzethrin (flubenzuron), flubenzvaletin (flurandrenol), proguanil (prenidine), jasmone (prohydrasmon), prohexadione-calcium (prohexadione-calnium), benzylaminopurine (benzylaminopurin), pyrimethanil (forlofenoxuron), maleic hydrazide (hydrazide), chlorambucil (chlorfluazuron), calcium peroxide (chloramide).

Further, examples of mixable phytotoxicity-reducing active ingredients are described below, but the present invention is not limited to these phytotoxicity-reducing active ingredients.

Phytotoxicity-reducing active ingredients:

AD-67 (4-dichloroacetyl-1-oxa-4-azaspiro [4.5] decane), DKA-24(N1, N2-diallyl-N2-dichloroacetyl glycine amide), MG-191 (2-dichloromethyl-2-methyl-1, 3-dioxane), N- (2-methoxybenzoyl) -4- [ (methylaminocarbonyl) amino ] phenylsulfone amide (chemical name, CAS accession No.: 129531-12-0), PPG-1292(2, 2-dichloro-N- (1, 3-dioxan-2-ylmethyl) -N- (2-propenyl) acetamide), R-29148 (3-dichloroacetyl-2, 5-trimethyl-1, 3-oxazolidine), TI-35 (1-dichloroacetyl azepane (1-dichloroacetozepane)), isoxadifen (isoxadifen), isoxadifen-ethyl (isoxadifen-ethyl), oxabetrinil (oxabetrinil), cloquintocet-mexyl (cloquintocet-mexyl), chloracetonil (cyclotrinil), dichlormid (dichlormid), diclonone, cyprosulfamide, 1,8-Naphthalic Anhydride (1, 8-napthalene Anhydride), fenchlorazole (fenchlorazole-ethyl), fenclorim (fenclorim), furilazole (furilazole), fluxofenim (fluxofen), fenchloraz (fenpyrone), fenpropathrin (fenpropathrin), fenpyroximal (fenpyrad-ethyl), fenpyr (fenpyraz-ethyl), low grade mefenamic acid (mefenapyr), mefenapyr (mefenoxadifen-ethyl).

The pesticidal preparation of the present invention can be packaged by a water-soluble film, and in such a case, it can contribute to labor saving and improvement in safety when applied.

The method for producing the agricultural chemical preparation of the present invention is not particularly limited, and the following methods are generally used.

(1) A method of adding an appropriate amount of water to a mixture of the microcapsule composition of the present invention and other raw materials, kneading the mixture, extruding the mixture through a screen having holes of a certain size, granulating the mixture, and drying the granulated mixture.

(2) A method of mixing the microcapsule composition of the present invention and other raw materials in water, an appropriate solvent, and uniformly suspending them.

(3) Mixing the microcapsule composition of the present invention with a suitable carrier, drying, and mixing with other raw materials.

The weed control method of the present invention comprises: a step of treating an agricultural land where useful plants are grown with the microcapsule composition of the present invention or the agricultural chemical preparation of the present invention.

In the method for controlling weeds of the present invention, the method for treating with the microcapsule composition or the pesticide preparation of the present invention is not particularly limited, and may be carried out by a conventional method such as soil treatment or foliage treatment. The microcapsule composition or the agricultural chemical preparation of the present invention can be used at any time before and after germination of the weed to be controlled.

Useful plants include: wheat, barley, rye, corn, sorghum, soybean, rapeseed, cauliflower, sunflower, flax, peanut, sesame, potato, sweet potato, onion, garlic, sugar beet, cotton, mint, and zoysia. The weed control method of the present invention is particularly effective in dry lands where soybeans and cotton are cultivated.

Examples

The present invention will be described in detail below with reference to examples and test examples, but the present invention is not limited to these examples. In the following examples, "part" represents part by mass and "%" represents mass%.

Example 1

5 parts of phenylxylylethane (product name "HAIZORU SAS-296" manufactured by Dai Petroleum Chemicals, viscosity at 20 ℃ of less than 10mPa · s (measured by a B-type viscometer (manufactured by Toyobo industries, Ltd.). hereinafter the same)) and 0.05 part of a polyester block copolymer (product name "ATLOX RHEOSTRUX 100-PW- (MV)" manufactured by CRODA) were stirred at 80 ℃ using a dissolver (product name "TK ROBOMIKKUSU" manufactured by PRIMIX). The viscosity of the mixture at 20 ℃ was 52 mPas. To the mixture was added 5.1 parts of xaflufen, and after stirring at 30 ℃ for 15 minutes at a peripheral speed of 9425mm/s, 15 parts of isocyanate (manufactured by TOSOH, trade name "CORONATE 1130") was added and further stirring was carried out at a peripheral speed of 9425mm/s, and further 68.51 parts of a 1% polyvinyl alcohol aqueous solution and 0.1 part of a silicone defoaming agent (manufactured by ASAHI dye, trade name "ASAHI SILICON AF-128") were added and stirred at 25133mm/s for 10 minutes to obtain a suspension solution. Subsequently, the suspension was stirred at a peripheral speed of 628mm/s at a temperature rising rate of 1 ℃/min for 30 minutes from 30 ℃ and then the suspension was kept at 60 ℃ and further stirred at a peripheral speed of 628mm/s for 2 hours and 30 minutes, and 2.0 parts of a polyoxyethylene polyoxypropylene block copolymer (manufactured by first Industrial pharmaceutical Co., Ltd., trade name "EPAN 410") was added and further stirred for 1 hour. After completion of the reaction, 4.0 parts of a sodium salt of a naphthalenesulfonic acid-formaldehyde condensate (product name "DEMORU SN-B" manufactured by Kao corporation) was added at room temperature, followed by stirring at a peripheral speed of 3142mm/s for 5 minutes, and 0.2 parts of xanthan gum (product name "KERUZAN" manufactured by TRICIL CO., LTD.) was added, followed by stirring for 10 minutes, and thereafter, sieving was performed using a sieve having a MESH opening of about 300 μm (48MESH), thereby obtaining a microcapsule composition in which pyraflufen-ethyl is enclosed. The composition was spherical particles having an average particle diameter of 15.4 μm.

Example 2

A microcapsule composition in which topramezone was encapsulated was obtained in the same manner as in example 1, except that in example 1, instead of adding xanthan gum after the sodium salt of the naphthalenesulfonic acid-formaldehyde condensate, a 1% polyvinyl alcohol aqueous solution was previously mixed. The composition was spherical particles having an average particle diameter of 26.5 μm.

Comparative example 1

A microcapsule composition in which xaflufen was encapsulated was obtained in the same manner as in example 2, except that the amount of the polyvinyl alcohol aqueous solution was increased to 68.56 parts instead of adding the polyester block copolymer in example 2. The composition was spherical particles having an average particle diameter of 14.6. mu.m. The viscosity of the oil phase before the addition of the sulfoxaflor is less than 10 mPas at 20 ℃.

Comparative example 2

A microcapsule composition in which xaflufen was encapsulated was obtained in the same manner as in example 1, except that the amount of the polyvinyl alcohol aqueous solution was increased to 68.56 parts instead of adding the polyester block copolymer in example 1. The composition is spherical particles having an average particle diameter of 8.0. mu.m. The viscosity of the oil phase before the addition of the sulfoxaflor is less than 10 mPas at 20 ℃.

(test example 1 evaluation test of phytotoxicity on soybeans by soil treatment)

After filling field soil in plastic pots each 11cm in length, width, and depth, sowing seeds of soybeans and covering the soil, the microcapsule compositions obtained in examples 1 to 2 and comparative examples 1 to 2, and the commercially available pyriftalid granule-containing hydrating agents (manufactured by BASF, product name "ZIDUA", and manufactured by kumlai chemical, product name "soraito WG") as comparative examples 3 to 4 were measured and the amount of pyriftalid per hectare was made 210g, diluted with water, and soil spreading was uniformly performed using a small-sized sprayer at a spreading water amount of 200 liters per hectare, respectively. Then, the soybeans were grown in a greenhouse and the height of the soybeans was measured 19 days after the treatment. The measurement results are shown in Table 1.

[ Table 1]

Test example 2 evaluation test of chemical injury to Cotton by Stem and leaf treatment

Filling field soil into plastic pots with the length, width and depth of 11cm respectively, sowing seeds of cotton and covering the soil. Then, cotton was cultivated, and when the cotton reached the stage of development of 2 leaves per trunk, the microcapsule compositions obtained in examples 1 and 2 were measured so that the amount of xaflufen per hectare was 90g, the granular hydrating agent of comparative example 3 was measured so that the amount of xaflufen per hectare was 45g, diluted with water, and stem and leaf spreading was uniformly performed from the cotton using a small-sized sprayer at a spreading water amount of 200 liters per hectare, respectively. Then, the cells were incubated in a greenhouse, and 7 days after the treatment, the test area not treated with the drug was used as a control area, and the degree of phytotoxicity was evaluated exponentially according to the criteria shown in table 2, and the results were expressed as 11 stages of 0 to 10. The results of the examination are shown in Table 3.

[ Table 2]

Index of refraction	Herbicidal effect and phytotoxicity of aerial parts
		0	Same to less than 10% of reproductive damage as control zone
1	Reproductive damage above 10% and below 20%
		2	20% or more and less than 30% of reproductive damage
3	Above 30% and below 40% of reproductive damage
		4	Above 40% and below 50% of reproductive damage
5	More than 50% and less than 60% of reproductive damage
		6	More than 60% and less than 70% of reproductive damage
7	More than 70% and less than 80% of reproductive damage
		8	More than 80% and less than 90% of reproductive damage
9	More than 90% and less than 100% of reproductive damage
		10	100% of the reproductive damage (complete death)

[ Table 3]

(test example 3 evaluation test of herbicidal Effect against weeds by Dry land soil treatment)

Filling field soil into plastic pots with the length, width and depth of 11cm respectively, sowing seeds of the wild barnyard grass and covering the soil. Then, the microcapsule composition obtained in example 1 and a commercially available suspension containing pyriftalid (product name "ZIDUA SC" manufactured by BASF) as comparative example 5 were measured so that the amount of pyriftalid per hectare was 90g, diluted with water, and uniformly spread on the soil surface at a spreading water amount of 200 liters per hectare using a small-sized sprayer, respectively. Then, the plants were grown in a greenhouse, and 20 days after the treatment, the test area not treated with the herbicide was set as a control area, and the degree of the herbicidal effect was evaluated exponentially according to the criteria shown in table 2, and the results were expressed as 11 stages of 0 to 10. The results of the examination are shown in Table 4.

[ Table 4]

(test example 4: dissolution test)

The microcapsule compositions obtained in example 1 and comparative example 2 in which the amount of the xaflufen was 10mg and the granule hydrating agent of comparative example 3 were collected into MEYER of 50mL capacity, to which 10% methanol aqueous solution was added, and the mixture was inverted 5 times and shaken at 35 ℃. After shaking for 15 minutes the water was sampled and the concentration of sulfonepyrazoxazole in the water was determined by HPLC analysis. The results are shown in Table 5.

[ Table 5]

Claims (30)

1. A microcapsule composition, wherein,

the sulphone pyraflufen-ethyl and the polyester block copolymer are sealed in.

2. The microcapsule composition of claim 1,

the above-mentioned sulfonepyrazoxazole and the above-mentioned polyester block copolymer are enclosed in a film made of polyurea and/or polyurethane.

3. The microcapsule composition of claim 2,

the isocyanate forming the polyurea and/or polyurethane is an aromatic isocyanate.

4. The microcapsule composition according to any one of claims 1 to 3, wherein crystal grains of the sulfonepyrazoxazole are not exposed on the surface thereof.

5. The microcapsule composition according to any one of claims 1 to 4, having a volume average particle diameter of 5 to 100 μm.

6. The microcapsule composition according to any one of claims 1 to 5, which is obtained by stirring the crystal grains of the sulfoxaflor, the oil phase, the polyester block copolymer, the isocyanate and the aqueous phase.

7. The microcapsule composition of claim 6,

the volume average particle size of the crystals of the sulfuryl pyraflufen is 2-50 mu m.

8. The microcapsule composition according to claim 6 or 7, which is obtained by stirring a mixed solution of the oil phase and the polyester block copolymer, the crystal grains of the sulfonepyrazoxazole, the isocyanate, and the aqueous phase.

9. The microcapsule composition according to any one of claims 6 to 8,

the oily phase is an organic solvent.

10. The microcapsule composition according to any one of claims 6 to 9,

the viscosity of the mixed solution of the oily phase and the polyester block copolymer at 20 ℃ is 10-500 mPas.

11. The microcapsule composition according to any one of claims 6 to 10, wherein,

the aqueous phase further comprises a water-soluble active hydrogen-containing compound.

12. The microcapsule composition of claim 11,

the water-soluble active hydrogen-containing compound is at least one compound selected from the group consisting of a polyol and a polyamine.

13. The microcapsule composition according to any one of claims 6 to 12,

the aqueous phase further comprises an emulsifier.

14. The microcapsule composition of claim 13,

the emulsifier is polyvinyl alcohol.

15. The microcapsule composition according to any one of claims 11 to 14, wherein,

the total amount of the isocyanate and the water-soluble active hydrogen-containing compound is 1 to 10 parts by mass based on 1 part by mass of the crystal grains of the sulfuryl pyraflufen.

16. The microcapsule composition according to any one of claims 6 to 15, wherein,

the stirring is carried out at a peripheral speed of 10000-50000 mm/s.

17. The microcapsule composition according to any one of claims 1 to 16, which is used for soil treatment or foliage treatment.

18. A pesticide formulation comprising the microcapsule composition according to any one of claims 1 to 17.

19. The pesticidal formulation of claim 18, which is a powder, granule, hydration agent, granular hydration agent, aqueous suspension agent or oily suspension agent.

20. The pesticide formulation of claim 18 or 19, which is free of a phytotoxicity mitigating agent.

21. A method for producing a microcapsule composition in which sulfonepyrazoxazole is enclosed, the method comprising:

an emulsifying and dispersing step in which crystals of the sulfuryl pyraoxystrobin, the polyester block copolymer, the isocyanate, the oily phase and the aqueous phase are stirred at a high speed of 10000 to 50000mm/s, and the oily phase is emulsified and dispersed in the aqueous phase to form emulsified particles of the oily phase; and

and a film forming step of forming a film on at least the surface of the emulsified particles of the oily phase formed in the emulsification dispersion step.

22. The method of manufacturing a microcapsule composition of claim 21, comprising:

a step of mixing the polyester block copolymer and the oily phase before the emulsification and dispersion step.

23. The method for producing a microcapsule composition according to claim 21 or 22,

in the film forming step, the isocyanate is reacted with at least one of water and a water-soluble active hydrogen-containing compound in the aqueous phase to form a film made of polyurethane or polyurea on at least the surface of the emulsified particles of the oily phase formed in the emulsification and dispersion step.

24. The method for producing a microcapsule composition according to any one of claims 21 to 23,

the microcapsule composition has a volume average particle diameter of 5 to 100 [ mu ] m.

25. The method for producing a microcapsule composition according to any one of claims 21 to 24,

the volume average particle size of the crystals of the sulfuryl pyraflufen is 2-50 mu m.

26. The method for producing a microcapsule composition according to any one of claims 21 to 25,

the viscosity of the oily phase formed by the emulsification and dispersion step is 10 to 500mPa · s at 20 ℃.

27. A method for controlling weeds, wherein,

in agricultural land for growing useful plants, a treatment with the microcapsule composition according to any one of claims 1 to 17 or the pesticidal preparation according to any one of claims 18 to 20 is carried out.

28. The weed control method according to claim 27, wherein,

the useful plant is soybean or cotton.

29. The weed control method according to claim 27 or 28, wherein,

the agricultural land is dry land.

30. The weed control method according to any one of claims 27 to 29, wherein,

the treatment is soil treatment or stem leaf treatment.